Why all the songs on my iTunes library do not synchronize onto iPod?

There are about 200 songs on my iTunes library, but when I synchronize with my iPod, less than half of them end up on the portable device.
What's wrong?

See these 2 Links...
Syncing to a New Computer...
https://discussions.apple.com/docs/DOC-3141
Recovering your iTunes library from your iPod or iOS device
https://discussions.apple.com/docs/DOC-3991

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    Hi, When I try to sync my iphone not all the music in my itunes library syncs successfuly even though I have a lot of space left and I have the 'sync all music' option selected. Any idea? Thanks

    While you're correct in that Windows media won't sync to the iPhone (or any i-device), the OP states that all the music is in iTunes.  If its in iTunes, it would no longer be in Windows media format since it would have been transcoded to whatever the user sets as their import preference (AAC, mp3, etc.), and once that is done then the media should be able to sync to the iPhone just fine.
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