I am using iPhone 5. I have a smart playlist that shows the 25 most play songs within the last 3 months. However, the list on my phone got completely messed up. Please help me.

I am using iPhone 5. I have a smart playlist that shows the 25 most play songs within the last 3 months. However, the list on my phone got completely messed up. Please help me.

First thought:  Have you used the same Apple ID for all the purchases you're talking about?  If not, that could cause an issue.
Assuming you've used the same Apple ID all the way through everything you're talking about, here's the second set of questions:
When you say you can't play the songs from the iPhone playlist, can you see the playlist on the iPhone?  Is the song visible in the playlist?  Is it visible under "Songs" in iTunes on your iPhone?  Is it visible in "Albums" on your iPhone?  Is the song in iCloud?

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