https://bugs.winehq.org/show_bug.cgi?id=49500
--- Comment #4 from Rafał Mużyło galtgendo@o2.pl --- ...recently (in the last few months) several patches went in that made wine depending on xrandr extension more heavily.
User's input suggests that there's still a fallback path, but it doesn't go into effect if the extension is active on the server.
AFAIU, there's nothing to fix on the user side - the monitor simply isn't there, so things work just as they should on xserver side.
What could be done, would be getting a better access to that fallback path than by disabling that extension.