The original icon should always be displayed, whether Wine is installed
or not, and a dialog will explain that it cannot be run without Wine,
offering a button to install Wine.

If Wine has been installed, it would probably be beneficial to still pop
up something (notification area balloon) to explain that not everything
runs perfectly in Wine, so if your app does nothing on double-click,
you'll need to figure out what's wrong.  Maybe the balloon should only
appear if Wine returns an error.

A possibility for emphasizing the use of Wine is to show the program's
icon superimposed on a Wine icon, or vice versa, like a Wine emblem on
top of the original program icon, to indicate that the program will be
launched through Wine.

-- 
Use embedded icons for executable files
https://bugs.launchpad.net/bugs/292504
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