Winamp works well for syncing with the Pre.
I had some initial problems where Itunes would tend to take over but I figured out what was happening. Start up itunes with your pre installed. Unclick the option in itunes (under the Pre) "Open Itunes when the Ipod is attached". This is all using the old version of itunes. I am assuming the new version will ignore the pre and winamp can do all the syncing.
Once Itunes is out of the way:
1. Start up Winamp.
2. Connect the Pre in media mode (the Pre should show up under Portables).
3. To send a playlist and files from Winamp, click on a playlist. Right click "Send To Palm Pre". It will send the playlist and files over. I have found that I need to delete the playlist and files on the pre if I update the playlist on the computer and want to send it again.
If you have Playlists in itunes that you want to send to Winamp.
1. Start up Itunes.
2. Click on a playlist. Right click on export. Export to xml.
3. Use ItunesExportUI to convert xml to m3u playlists.
EricDaugherty.com - iTunes Export M3U Playist Exporter
Hope this helps. I have found Winamp much faster and better than Itunes. I still use Itunes for my Ipods. It is tempting to ditch Itunes altogether.
Scott