https://git.ruby-lang.org/ruby.git/commit/?id=329d5424a4

From 329d5424a479bb08e75bd750c51a5382e382731c Mon Sep 17 00:00:00 2001
From: Hiroshi Shirosaki <h.shirosaki@g...>
Date: Tue, 18 Oct 2022 09:18:03 +0900
Subject: [Bug #19042] Fix Dir.glob brace with '/'

Dir.glob brace pattern with '/' after '**' does not match
paths in recursive expansion process.
We expand braces with '/' before expanding a recursive.

Co-authored-by: Nobuyoshi Nakada <nobu@r...>
---
 dir.c                 |  2 +-
 test/ruby/test_dir.rb | 14 ++++++++++++++
 2 files changed, 15 insertions(+), 1 deletion(-)

diff --git a/dir.c b/dir.c
index a3ea5eea50..a35aace6f1 100644
--- a/dir.c
+++ b/dir.c
@@ -2305,7 +2305,7 @@ glob_helper( https://github.com/ruby/ruby/blob/trunk/dir.c#L2305
 #endif
             break;
           case BRACE:
-            if (!recursive) {
+            if (!recursive || strchr(p->str, '/')) {
                 brace = 1;
             }
             break;
diff --git a/test/ruby/test_dir.rb b/test/ruby/test_dir.rb
index 514c6e5921..ebbed75445 100644
--- a/test/ruby/test_dir.rb
+++ b/test/ruby/test_dir.rb
@@ -259,6 +259,20 @@ class TestDir < Test::Unit::TestCase https://github.com/ruby/ruby/blob/trunk/test/ruby/test_dir.rb#L259
     end
   end
 
+  def test_glob_recursive_with_brace
+    Dir.chdir(@root) do
+      bug19042 = '[ruby-core:110220] [Bug #19042]'
+      %w"c/dir_a c/dir_b c/dir_b/dir".each do |d|
+        Dir.mkdir(d)
+      end
+      expected = %w"c/dir_a/file c/dir_b/dir/file"
+      expected.each do |f|
+        File.write(f, "")
+      end
+      assert_equal(expected, Dir.glob("**/{dir_a,dir_b/dir}/file"), bug19042)
+    end
+  end
+
   def test_glob_order
     Dir.chdir(@root) do
       assert_equal(["#{@root}/a", "#{@root}/b"], Dir.glob("#{@root}/[ba]"))
-- 
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