If you've ever used Anapod explorer in Windows, you know it comes with two components, Anapod Manager and Anapod explorer. Anapod manager is what you use to connect to your iPod and sits comfortably in a system tray icon.
Anapod Manager works in Kubuntu Fiesty, just so long as you "mount" your iPod into your windows bottle (I'm using windows 2000) by adding a drive to the mounted path using the "drives" tab under the wine control panel. Also, I can then right-click on Anapod manager and open up anapod X-treamer which will then open a firefox window listing all of my songs for play (via streaming web-server), or download.
Anapod explorer does not seem to work yet because I haven't figured out how to open a standard "explorer" window (windows explorer, not internet explorer). Anapod explorer integrates with this to use all of its features. It might not be able to work, or if there's another method of opening up one of these windows, I'd love to hear from you!
Jai