Itunes won't sync all the songs

My Iphone 4s simply could not sync all songs in my album. Itunes could make it look like it synced all of them to the phone while in reality only 70% of the songs are playable, the non-playale ones are going to be in grey and you couldn't even click onto them. When I plugged the phone into my Itunes again, it showed the same thing. So I tried to sync it, only to find that it would not carry any "grey songs" over. If you hit sync, it would sync the first 2 songs, then it would AUTOMATICALLY say sync cancelled. And in the end no songs have been synced at all, my phone is still without the remaining 30% of the songs.
There are absolutely no songs I could get over that are marked grey. Any of you have been through this before? Is there a solution to "reactivate" the grey songs? They're perfectly playable on my computer, just that I can't get it onto my phone.
I have had problems with Itunes before and I hope this incident won't add to the hate I have for this software.

mine is doing the same thing other than Itunes saying it can't read the format. I can't play 90% of my music. I took it to an apple store the other day an they told me only purchased music will work. Not even a music upload from a CD. Which to me is a load of ....because my wife has all the songs on her iphone that are greyed out on mine and they work on hers

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I
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.I

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Itunes won't sync all the songs

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