import { NextResponse } from 'next/server'
import { createClient } from '@/lib/supabase/server'
import {
  sendTextMessage,
  sendTemplateMessage,
  sendMediaMessage,
  type MediaKind,
} from '@/lib/whatsapp/meta-api'
import { decrypt, encrypt, isLegacyFormat } from '@/lib/whatsapp/encryption'
import { supabaseAdmin } from '@/lib/flows/admin-client'
import {
  sanitizePhoneForMeta,
  isValidE164,
  phoneVariants,
  isRecipientNotAllowedError,
} from '@/lib/whatsapp/phone-utils'
import {
  checkRateLimit,
  rateLimitResponse,
  RATE_LIMITS,
} from '@/lib/rate-limit'
import type { MessageTemplate } from '@/types'
import { isMessageTemplate } from '@/lib/whatsapp/template-row-guard'

export async function POST(request: Request) {
  try {
    const supabase = await createClient()

    const {
      data: { user },
      error: authError,
    } = await supabase.auth.getUser()

    if (authError || !user) {
      return NextResponse.json(
        { error: 'Unauthorized' },
        { status: 401 }
      )
    }

    // Per-user rate limit. Bucket key is scoped to this route so
    // `/broadcast` has an independent budget.
    const limit = checkRateLimit(`send:${user.id}`, RATE_LIMITS.send)
    if (!limit.success) {
      return rateLimitResponse(limit)
    }

    // Resolve the caller's account_id. Every downstream lookup
    // (conversation, whatsapp_config, message_templates) is account-
    // scoped post-multi-user, so the previous `user_id` filters
    // returned nothing for teammates who didn't author the row.
    const { data: profile } = await supabase
      .from('profiles')
      .select('account_id')
      .eq('user_id', user.id)
      .maybeSingle()
    const accountId = profile?.account_id as string | undefined
    if (!accountId) {
      return NextResponse.json(
        { error: 'Your profile is not linked to an account.' },
        { status: 403 },
      )
    }

    const body = await request.json()
    const {
      // `conversation_id` targets an existing thread (inbox). `contact_id`
      // lets a caller initiate from a contact that may have no conversation
      // yet (Contact detail → Send template) — we find-or-create one below.
      conversation_id: conversationIdInput,
      contact_id,
      message_type,
      content_text,
      media_url,
      filename,
      template_name,
      template_language,
      template_params,
      template_message_params,
      reply_to_message_id,
    } = body

    if ((!conversationIdInput && !contact_id) || !message_type) {
      return NextResponse.json(
        {
          error:
            'Either conversation_id or contact_id, plus message_type, are required',
        },
        { status: 400 }
      )
    }

    // Media kinds (image/video/document/audio) are sent to Meta via a
    // public URL the composer already uploaded to the chat-media bucket.
    const MEDIA_KINDS = ['image', 'video', 'document', 'audio'] as const
    const isMediaKind = (MEDIA_KINDS as readonly string[]).includes(message_type)

    // Reject anything outside the known set up front rather than letting
    // an unknown type fall through to the text path with empty content.
    const VALID_MESSAGE_TYPES = ['text', 'template', ...MEDIA_KINDS] as const
    if (!(VALID_MESSAGE_TYPES as readonly string[]).includes(message_type)) {
      return NextResponse.json(
        { error: `Unsupported message_type "${message_type}"` },
        { status: 400 }
      )
    }

    if (message_type === 'text' && !content_text) {
      return NextResponse.json(
        { error: 'content_text is required for text messages' },
        { status: 400 }
      )
    }

    if (message_type === 'template' && !template_name) {
      return NextResponse.json(
        { error: 'template_name is required for template messages' },
        { status: 400 }
      )
    }

    if (isMediaKind && !media_url) {
      return NextResponse.json(
        { error: `media_url is required for ${message_type} messages` },
        { status: 400 }
      )
    }

    // Meta caps media captions at 1024 chars; reject before the upload is
    // wasted at the Meta call. (Audio carries no caption — see meta-api.)
    if (
      isMediaKind &&
      message_type !== 'audio' &&
      typeof content_text === 'string' &&
      content_text.length > 1024
    ) {
      return NextResponse.json(
        { error: 'Caption exceeds the 1024-character limit' },
        { status: 400 }
      )
    }

    // Resolve the target conversation. With `conversation_id` we load the
    // existing thread; with `contact_id` we find-or-create one for the
    // contact so a business-initiated template send (Contact detail view)
    // reuses this whole path — phone variants, send-builder, persistence.
    let conversation: { id: string; contact?: { id: string; phone?: string } | null } | null = null

    if (conversationIdInput) {
      const { data, error: convError } = await supabase
        .from('conversations')
        .select('*, contact:contacts(*)')
        .eq('id', conversationIdInput)
        .eq('account_id', accountId)
        .single()

      if (convError || !data) {
        return NextResponse.json(
          { error: 'Conversation not found' },
          { status: 404 }
        )
      }
      conversation = data
    } else {
      // contact_id path: verify the contact is in this account first so a
      // caller can't open a conversation against someone else's contact.
      const { data: contactRow, error: contactErr } = await supabase
        .from('contacts')
        .select('*')
        .eq('id', contact_id)
        .eq('account_id', accountId)
        .maybeSingle()

      if (contactErr || !contactRow) {
        return NextResponse.json(
          { error: 'Contact not found' },
          { status: 404 }
        )
      }

      const resolved = await findOrCreateConversation(
        supabase,
        accountId,
        user.id,
        contact_id
      )
      if (!resolved) {
        return NextResponse.json(
          { error: 'Failed to open a conversation for this contact' },
          { status: 500 }
        )
      }
      // The embed may not round-trip on insert; pin the contact we verified.
      conversation = { ...resolved, contact: resolved.contact ?? contactRow }
    }

    if (!conversation) {
      return NextResponse.json(
        { error: 'Conversation not found' },
        { status: 404 }
      )
    }

    const conversation_id = conversation.id

    const contact = conversation.contact
    if (!contact?.phone) {
      return NextResponse.json(
        { error: 'Contact phone number not found' },
        { status: 400 }
      )
    }

    // Sanitize and validate phone
    const sanitizedPhone = sanitizePhoneForMeta(contact.phone)
    if (!isValidE164(sanitizedPhone)) {
      return NextResponse.json(
        { error: 'Invalid phone number format' },
        { status: 400 }
      )
    }

    // Fetch and decrypt WhatsApp config
    const { data: config, error: configError } = await supabase
      .from('whatsapp_config')
      .select('*')
      .eq('account_id', accountId)
      .single()

    if (configError || !config) {
      return NextResponse.json(
        { error: 'WhatsApp not configured. Please set up your WhatsApp integration first.' },
        { status: 400 }
      )
    }

    const accessToken = decrypt(config.access_token)

    // Self-heal legacy CBC-encrypted tokens. Fire-and-forget: we
    // return from the send without waiting, so a failed upgrade just
    // means the next send tries again. The upgrade is idempotent —
    // concurrent sends both produce valid GCM ciphertexts of the same
    // plaintext, last write wins.
    if (isLegacyFormat(config.access_token)) {
      void supabase
        .from('whatsapp_config')
        .update({ access_token: encrypt(accessToken) })
        .eq('id', config.id)
        .then(({ error }) => {
          if (error) {
            console.warn(
              '[whatsapp/send] access_token GCM upgrade failed:',
              error.message,
            )
          }
        })
    }

    // Resolve the reply target (if any) to its Meta message_id, which is
    // what `context.message_id` on the outgoing Meta payload needs. The
    // parent must belong to this same conversation — otherwise a caller
    // could quote messages they can't see by guessing UUIDs.
    let contextMessageId: string | undefined
    if (reply_to_message_id) {
      const { data: parent, error: parentError } = await supabase
        .from('messages')
        .select('message_id, conversation_id')
        .eq('id', reply_to_message_id)
        .eq('conversation_id', conversation_id)
        .maybeSingle()

      if (parentError || !parent) {
        return NextResponse.json(
          { error: 'reply_to_message_id not found in this conversation' },
          { status: 400 }
        )
      }
      if (!parent.message_id) {
        // Parent never reached Meta (still in 'sending' or 'failed') — we
        // can't quote it on WhatsApp. Send without context rather than
        // dropping the message entirely.
        console.warn(
          '[whatsapp/send] reply target has no Meta message_id; sending without context'
        )
      } else {
        contextMessageId = parent.message_id
      }
    }

    // Send via Meta API — retry with phone-number variants if Meta rejects
    // with "recipient not in allowed list" (common in sandbox / when a
    // number was registered with/without a trunk 0). If an alternate
    // format succeeds, we persist it back to the contact row so the
    // next send goes through on the first attempt.
    let waMessageId = ''
    let workingPhone = sanitizedPhone

    // For template sends, load the row so sendTemplateMessage can
    // build header + button components from the template definition.
    // Match on (user_id, name, language) — same triple the unique
    // index enforces — so multi-language templates work correctly.
    // Missing template falls through with `templateRow = null` and
    // the legacy body-only path runs.
    // Load the template row so sendTemplateMessage can build header
    // + button components from the definition. isMessageTemplate
    // guards against a malformed row (e.g. from a partial sync)
    // crashing the send-builder later in the stack.
    let templateRow: MessageTemplate | null = null
    if (message_type === 'template' && template_name) {
      const { data } = await supabase
        .from('message_templates')
        .select('*')
        .eq('account_id', accountId)
        .eq('name', template_name)
        .eq('language', template_language || 'en_US')
        .maybeSingle()
      if (data && !isMessageTemplate(data)) {
        return NextResponse.json(
          {
            error:
              'Template row is malformed locally — run "Sync from Meta" in Settings to repair it.',
          },
          { status: 500 },
        )
      }
      templateRow = data ?? null
    }

    const attempt = async (phone: string): Promise<string> => {
      if (message_type === 'template') {
        const result = await sendTemplateMessage({
          phoneNumberId: config.phone_number_id,
          accessToken,
          to: phone,
          templateName: template_name,
          language: template_language || 'en_US',
          template: templateRow ?? undefined,
          messageParams: template_message_params ?? undefined,
          // Legacy body-only fallback — only consulted when
          // messageParams.body isn't set.
          params: template_params || [],
          contextMessageId,
        })
        return result.messageId
      }
      if (isMediaKind) {
        // content_text doubles as the caption (ignored for audio inside
        // sendMediaMessage). filename surfaces in the recipient's chat
        // for documents only.
        const result = await sendMediaMessage({
          phoneNumberId: config.phone_number_id,
          accessToken,
          to: phone,
          kind: message_type as MediaKind,
          link: media_url,
          caption: content_text || undefined,
          filename: filename || undefined,
          contextMessageId,
        })
        return result.messageId
      }
      const result = await sendTextMessage({
        phoneNumberId: config.phone_number_id,
        accessToken,
        to: phone,
        text: content_text,
        contextMessageId,
      })
      return result.messageId
    }

    try {
      const variants = phoneVariants(sanitizedPhone)
      let lastError: unknown = null

      for (const variant of variants) {
        try {
          waMessageId = await attempt(variant)
          workingPhone = variant
          lastError = null
          break
        } catch (err) {
          const message = err instanceof Error ? err.message : String(err)
          // Only retry when the failure is specifically that the
          // recipient isn't in Meta's allowed list. Any other error
          // (bad token, invalid template, etc.) bubbles up immediately.
          if (!isRecipientNotAllowedError(message)) {
            throw err
          }
          lastError = err
          console.warn(`[whatsapp/send] variant "${variant}" rejected by Meta, trying next…`)
        }
      }

      if (lastError) throw lastError
    } catch (err) {
      const message = err instanceof Error ? err.message : 'Unknown Meta API error'
      console.error('Meta API send failed for all variants:', message)
      return NextResponse.json(
        { error: `Meta API error: ${message}` },
        { status: 502 }
      )
    }

    // If a non-original variant succeeded, update the contact so future
    // sends go straight through. sanitizePhoneForMeta on workingPhone
    // will yield workingPhone itself, so re-storing preserves it.
    if (workingPhone !== sanitizedPhone) {
      console.log(
        `[whatsapp/send] Auto-corrected contact phone: ${sanitizedPhone} → ${workingPhone}`
      )
      await supabase
        .from('contacts')
        .update({ phone: workingPhone })
        .eq('id', contact.id)
    }

    // Insert message into DB — field names MUST match the messages schema
    // (see supabase/migrations/001_initial_schema.sql):
    //   conversation_id, sender_type, content_type, content_text,
    //   media_url, template_name, message_id, status, created_at
    const { data: messageRecord, error: msgError } = await supabase
      .from('messages')
      .insert({
        conversation_id,
        sender_type: 'agent',
        content_type: message_type,
        content_text: content_text || null,
        media_url: media_url || null,
        template_name: template_name || null,
        message_id: waMessageId,
        status: 'sent',
        reply_to_message_id: reply_to_message_id || null,
      })
      .select()
      .single()

    if (msgError) {
      console.error('Error inserting sent message:', msgError)
      return NextResponse.json(
        { error: `Message sent to Meta but failed to save to DB: ${msgError.message}` },
        { status: 500 }
      )
    }

    // Update conversation
    await supabase
      .from('conversations')
      .update({
        last_message_text: content_text || `[${message_type}]`,
        last_message_at: new Date().toISOString(),
        updated_at: new Date().toISOString(),
      })
      .eq('id', conversation_id)

    // Pause any active Flow run for this contact — the agent stepping
    // in is the strongest "yield, human is here" signal. See PR #2
    // plan for why we pause (not end): preserves diagnostic state +
    // lets the agent or the 24h timeout sweep cleanly resolve the
    // run later. For accounts with no active runs the UPDATE matches
    // zero rows — cheap and harmless.
    try {
      const { error: pauseErr } = await supabaseAdmin()
        .from('flow_runs')
        .update({
          status: 'paused_by_agent',
          ended_at: new Date().toISOString(),
          end_reason: 'agent_replied',
        })
        .eq('account_id', accountId)
        .eq('contact_id', contact.id)
        .eq('status', 'active')
      if (pauseErr) {
        // Best-effort — log + continue. The agent's message already
        // landed at Meta; don't fail the response over a bookkeeping
        // miss. Worst case: a stale active run gets caught by the
        // stale-run cron sweep within 24h.
        console.error('[flows] pause-on-agent-send failed:', pauseErr.message)
      }
    } catch (err) {
      console.error(
        '[flows] pause-on-agent-send threw:',
        err instanceof Error ? err.message : err,
      )
    }

    return NextResponse.json({
      success: true,
      message_id: messageRecord.id,
      whatsapp_message_id: waMessageId,
    })
  } catch (error) {
    console.error('Error in WhatsApp send POST:', error)
    return NextResponse.json(
      { error: 'Failed to send message' },
      { status: 500 }
    )
  }
}

type SendSupabase = Awaited<ReturnType<typeof createClient>>

/**
 * Return the contact's conversation in this account, creating one if it
 * doesn't exist yet. Mirrors the webhook's find-or-create so an
 * inbound-then-outbound (or outbound-first) sequence converges on a single
 * thread per contact. Runs under the caller's RLS — the conversations_insert
 * policy requires account agent membership, which the caller already is.
 */
async function findOrCreateConversation(
  supabase: SendSupabase,
  accountId: string,
  userId: string,
  contactId: string,
) {
  const { data: existing } = await supabase
    .from('conversations')
    .select('*, contact:contacts(*)')
    .eq('account_id', accountId)
    .eq('contact_id', contactId)
    .maybeSingle()

  if (existing) return existing

  const { data: created, error } = await supabase
    .from('conversations')
    .insert({
      account_id: accountId,
      user_id: userId,
      contact_id: contactId,
    })
    .select('*, contact:contacts(*)')
    .single()

  if (error) {
    console.error('Error creating conversation for contact send:', error.message)
    return null
  }

  return created
}