ITunes - Why are certain mp3's greyed out on iPhone?

Currently have iTunes 10.5.0.142 and have an iPhone 4, running IOS 5. After opening iTunes, connected iPhone to computer, and dragged the music files to iTunes. Some songs are greyed out. It has a "Syncronizing" symbol on the left, but does nothing.

I had same problem and took half a day to figure it out... I tried everything i could think or read here and nothing worked. So i decide to restore my iPhone 4S and configure it as a new one. But before, i did some copy/paste of my photos/video folders from Windows Explorer then i've select all then tried to delete it from windows explorer..after few deleted i got a message saying that the device wasnt responding or was unpluged. But wasnt.
some files was not deletable. And in my iPhone the pictures wasnt there too but files was listed in windows explorer....
So, i did a Photos sync but choosing the Windows Sample folder only. It wiped out all my photos folder and did new one, then all my songs were synced again and all is back and playable.
I suggest, look if you have photos, videos, apps that isnt working or not deletable.. then wipe it out by an iTunes sync (unselecting sync those things or sync completely different apps or folder)
It worked for me... Hope you get it fixed too.

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