instruction: Is the next sentence syntactically and semantically acceptable?

John is prouder of having gone than John expected me not to believe he would be.

response: unacceptable

instruction: Is the next sentence syntactically and semantically acceptable?

For the girl to put a picture there is what I prefer.

response: acceptable

instruction: Is the next sentence syntactically and semantically acceptable?

He refuted the proof that you cannot square it.

response: acceptable

instruction: Is the next sentence syntactically and semantically acceptable?

Dana is longing for a sunny day.

response:
acceptable