diff --git a/src/nvim/terminal.c b/src/nvim/terminal.c
index a8f95cf44e..b5a3cffe2f 100644
--- a/src/nvim/terminal.c
+++ b/src/nvim/terminal.c
@@ -163,6 +163,9 @@ struct terminal {
 
   bool color_set[16];
 
+  // When there is a pending TermRequest autocommand, block and store input.
+  StringBuilder *pending_send;
+
   size_t refcount;                  // reference count
 };
 
@@ -178,11 +181,12 @@ static VTermScreenCallbacks vterm_screen_callbacks = {
 
 static Set(ptr_t) invalidated_terminals = SET_INIT;
 
-static void emit_term_request(void **argv)
+static void emit_termrequest(void **argv)
 {
-  char *payload = argv[0];
-  size_t payload_length = (size_t)argv[1];
-  Terminal *term = argv[2];
+  Terminal *term = argv[0];
+  char *payload = argv[1];
+  size_t payload_length = (size_t)argv[2];
+  StringBuilder *pending_send = argv[3];
 
   buf_T *buf = handle_get_buffer(term->buf_handle);
   String termrequest = { .data = payload, .size = payload_length };
@@ -190,6 +194,25 @@ static void emit_term_request(void **argv)
   set_vim_var_string(VV_TERMREQUEST, payload, (ptrdiff_t)payload_length);
   apply_autocmds_group(EVENT_TERMREQUEST, NULL, NULL, false, AUGROUP_ALL, buf, NULL, &data);
   xfree(payload);
+
+  StringBuilder *term_pending_send = term->pending_send;
+  term->pending_send = NULL;
+  if (kv_size(*pending_send)) {
+    terminal_send(term, pending_send->items, pending_send->size);
+    kv_destroy(*pending_send);
+  }
+  if (term_pending_send != pending_send) {
+    term->pending_send = term_pending_send;
+  }
+  xfree(pending_send);
+}
+
+static void schedule_termrequest(Terminal *term, char *payload, size_t payload_length)
+{
+  term->pending_send = xmalloc(sizeof(StringBuilder));
+  kv_init(*term->pending_send);
+  multiqueue_put(main_loop.events, emit_termrequest, term, payload, (void *)payload_length,
+                 term->pending_send);
 }
 
 static int on_osc(int command, VTermStringFragment frag, void *user)
@@ -197,24 +220,30 @@ static int on_osc(int command, VTermStringFragment frag, void *user)
   if (frag.str == NULL) {
     return 0;
   }
+  if (!has_event(EVENT_TERMREQUEST)) {
+    return 1;
+  }
 
   StringBuilder request = KV_INITIAL_VALUE;
   kv_printf(request, "\x1b]%d;", command);
   kv_concat_len(request, frag.str, frag.len);
-  multiqueue_put(main_loop.events, emit_term_request, request.items, (void *)request.size, user);
+  schedule_termrequest(user, request.items, request.size);
   return 1;
 }
 
 static int on_dcs(const char *command, size_t commandlen, VTermStringFragment frag, void *user)
 {
-  if ((command == NULL) || (frag.str == NULL)) {
+  if (command == NULL || frag.str == NULL) {
     return 0;
   }
+  if (!has_event(EVENT_TERMREQUEST)) {
+    return 1;
+  }
 
   StringBuilder request = KV_INITIAL_VALUE;
   kv_printf(request, "\x1bP%*s", (int)commandlen, command);
   kv_concat_len(request, frag.str, frag.len);
-  multiqueue_put(main_loop.events, emit_term_request, request.items, (void *)request.size, user);
+  schedule_termrequest(user, request.items, request.size);
   return 1;
 }
 
@@ -747,6 +776,10 @@ static void terminal_send(Terminal *term, const char *data, size_t size)
   if (term->closed) {
     return;
   }
+  if (term->pending_send) {
+    kv_concat_len(*term->pending_send, data, size);
+    return;
+  }
   term->opts.write_cb(data, size, term->opts.data);
 }
 
diff --git a/test/functional/terminal/buffer_spec.lua b/test/functional/terminal/buffer_spec.lua
index 8dc52a4d5e..376b7b849e 100644
--- a/test/functional/terminal/buffer_spec.lua
+++ b/test/functional/terminal/buffer_spec.lua
@@ -319,8 +319,7 @@ describe(':terminal buffer', function()
   end)
 
   it('emits TermRequest events #26972', function()
-    command('split')
-    command('enew')
+    command('new')
     local term = api.nvim_open_term(0, {})
     local termbuf = api.nvim_get_current_buf()
 
@@ -336,6 +335,35 @@ describe(':terminal buffer', function()
     eq(expected, eval('v:termrequest'))
     eq(termbuf, eval('g:termbuf'))
   end)
+
+  it('TermReqeust synchronization #27572', function()
+    command('new')
+    command('autocmd! nvim_terminal TermRequest')
+    local term = exec_lua([[
+      _G.input = {}
+      local term = vim.api.nvim_open_term(0, {
+        on_input = function(_, _, _, data)
+          table.insert(_G.input, data)
+        end,
+        force_crlf = false,
+      })
+      vim.api.nvim_create_autocmd('TermRequest', {
+        callback = function(args)
+          if args.data == '\027]11;?' then
+            table.insert(_G.input, '\027]11;rgb:0000/0000/0000\027\\')
+          end
+        end
+      })
+      return term
+    ]])
+    api.nvim_chan_send(term, '\027]11;?\007\027[5n\027]11;?\007\027[5n')
+    eq({
+      '\027]11;rgb:0000/0000/0000\027\\',
+      '\027[0n',
+      '\027]11;rgb:0000/0000/0000\027\\',
+      '\027[0n',
+    }, exec_lua('return _G.input'))
+  end)
 end)
 
 describe('No heap-buffer-overflow when using', function()