Can't adjust after an overstay normally, hence why the whole you need to marry a USC meme came to be because in those cases an overstay is forgiven.

Like if you have 245(i) or have a qualifying relative through which you can try to do an I-601A waiver, go for it.

In absence of that, sure, you can apply, you can win, but then you're stuck in a position where you can't do anything with that win.