Of course trying to do so on POM is not going to be as simple because they've hidden a lot of Wine's advanced usage from users. Most of the results are for Linux, but occasionally you can use the same setup they do on Mac and it's okay. It's the best supported version of DX in Wine, though they are working on DX10 & 10.1 (and 11) and apparently DX10 stuff is 'starting to' work (will still crash, but begins to startup, or makes it to the main menu before crashing).
If the game doesn't use DirectX 9.0c then that could be part of the issue.