Some of my music isn't syncing from Itunes to my new IPhone?

My parents went and bought me a used pre-paid IPhone because the bill for my old contract one was growing unmanageable for them apparently. This IPhone is driving me insane because it will not sync all of my music onto. I have exactly 1, 147 songs in my library and it is only syncing 995 of them. And when I look in the IPhone to see what songs synced and what songs didn't, it is always the same exact 152 songs that remain missing. There's a dotted circle next to those songs when I look in the IPhone. This is very annoying and I don't know what to do about it. I tried removing the songs from the IPhone and resyncing them, that didn't work. I tried hitting CTRL + A to select all the songs in the itunes and dragging them to the IPhone to sync manually, and that didn't work. It isn't a storage either because there's still 3.71 GB free. Can anyone help me with this problem?

Can you sync all the music to your old iPhone?
If you can't do that neither, I think that's the problem of the music.
I know a kind of software that can help you to transfer all your music from computer to iPhone. You can search iPhone transfer to find one.

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