Only a few songs in playlist are sync correctly.

I've recently made a purchase of an iMac, and I was synchronizing my iPhone to my new Mac.
However, after synchronizing, I've found that the songs that I have categorized them into various playlists aren't found in the lists.
Those songs are in my phone, under songs, but not under the playlists where I want them to be. I never encountered such problem with my itunes in the previous computer. Please help!

I'm having this exact same issue. I have the latest version of iTunes, and my iPhone 4 is up to date.
I have a playlist on iTunes with over thirty songs in it. I syncned my itunes with my iPhone 4, in order to have that playlist on my phone's iPod. When I check my iPod, however, the playlist is indeed there, but it only contains one song. The rest of the songs that are supposed to be on the playlist are not there. And no matter how many times I sync my phone, nothing changes.
I've tried everything. Manually managing my songs, dragging the playlist into my phone, etc.

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