instruction: Is the next sentence syntactically and semantically acceptable?

I prefer for the girl to wins.

response: unacceptable

instruction: Is the next sentence syntactically and semantically acceptable?

He's reliable enough a man.

response: unacceptable

instruction: Is the next sentence syntactically and semantically acceptable?

We wonder whether Bill left.

response: acceptable

instruction: Is the next sentence syntactically and semantically acceptable?

The men all would not have been working.

response:
acceptable