[llllllllllll]

That sentence was fine.

The relevant concepts here are preposition stranding and pied-piping. These are not "mechanical transformations" in the sense you mean -- there are certain constraints on when a preposition can be pied-piped and when it can't.

[sp332]

Maybe there's a better way to show it. But the sentence definitely has too many words in it. You could just drop the word "with" from the end and it would work fine. So "with" is a preposition, and the object seems to be the earlier word "preposition", but that word is already the object of "to use" without needing a prepositional phrase. The word "with" is tacked onto the end with no structure.