Some of the music in my itunes isn't syncing 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 is 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 is still 3.71 GB free. My old IPhone never had this problem at all, can anyone help me with this problem?

Where was your itunes before?
If it was on another computer you need to transfer the content over. Downloading and installling iTunes only gives the empty program.
How to move your music to a new computer

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