This can possibly be duped into Issue 777660. But note I'm not 100% sure we should do this for Mac (see comments in Issue 777660). i.e. There are arguments for keeping this dialog native.

Triage: Looking through Issue 777660, that seems to strongly apply as the dialog is going away. Feel free to undupe if I missed something.

The following revision refers to this bug:
  https://chromium.googlesource.com/chromium/src.git/+/25fd35f2fb3113198c239b3b99ea732b4d3a43c6

commit 25fd35f2fb3113198c239b3b99ea732b4d3a43c6
Author: Wez <wez@chromium.org>
Date: Fri May 25 22:57:41 2018

Quit browser RunLoop via injected Closure rather than via QuitCurrent*.

Use of QuitCurrent*Deprecated() is ambiguous, since RunLoops can be
nested, and so is unsafe to use in general.

TBR: bartfab
Bug:  845966 ,  844016 , 749312
Change-Id: I537862ea02c4ed67887db32993f40e53f614b3cd
Reviewed-on: https://chromium-review.googlesource.com/1019967
Reviewed-by: Wez <wez@chromium.org>
Reviewed-by: Robert Liao <robliao@chromium.org>
Reviewed-by: Trent Apted <tapted@chromium.org>
Reviewed-by: Gabriel Charette <gab@chromium.org>
Reviewed-by: Avi Drissman <avi@chromium.org>
Commit-Queue: Wez <wez@chromium.org>
Cr-Commit-Position: refs/heads/master@{#562046}
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/apps/app_shim/app_shim_quit_interactive_uitest_mac.mm
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/apps/app_window_interactive_uitest.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/browser_process_impl.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/browser_process_impl.h
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/chrome_browser_main.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/chrome_browser_main.h
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/chromeos/login/auto_launched_kiosk_browsertest.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/chromeos/login/kiosk_browsertest.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/chromeos/login/oobe_browsertest.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/chromeos/policy/device_system_use_24hour_clock_browsertest.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/chromeos/policy/display_rotation_default_handler_browsertest.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/chromeos/policy/unaffiliated_arc_allowed_browsertest.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/chromeos/policy/user_cloud_policy_manager_chromeos_browsertest.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/chromeos/shutdown_policy_browsertest.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/ui/cocoa/first_run_dialog.mm
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/browser/ui/tab_modal_confirm_dialog_browsertest.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/test/base/in_process_browser_test.cc
[modify] https://crrev.com/25fd35f2fb3113198c239b3b99ea732b4d3a43c6/chrome/test/base/in_process_browser_test.h

Tried checking the issue on latest canary 69.0.3443.0 using Mac 10.13.1 and Ubuntu 14.04.
 
Our Observations:
-----------------
We observed first check box unchecked(Attaching screen shot) in the older version 63.0.3236.0 (...From Issue 777660) in comment#1 and the it's(First checkbox) checked in the latest version. 

@Wez: As we are not very sure about the expected behaviour, could you please help us in verifying the fix and let us know if anything missed from our end in the process.

Deleted: Older Version.png 93.3 KB

	Older Version.png 93.3 KB View Download

Deleted: Latest Version.png 94.6 KB

	Latest Version.png 94.6 KB View Download

Re #4: There is nothing to test here; this bug was just closed as a duplicate of issue 777660, which is still open, AFAIK.