Easy.... if you already have your playlist in mediamonkey just do this
1. Connect your PRE via USB
2. Select Synchronize Media... or something like that in your Pre
3. wait... wait... Windows should install the iPod Pre
4. then MediaMonkey should detect your iPod as a Mass Storage Device
5. now, select your playlist and right click
6. Select "Send To.... Mass Storage" (It should have a iPod Like icon)
7. and just wait until it finishes syncing...