In order to be able to answer this, we'd need to know what book it is you're reading, as well as the answer choices as the question asks "which of the following best" meaning that they want you to choose the best answer from the choices they’re giving you.
Answer:
The tall man wore a big yellow hat on his head.
Explanation:
This is the correct answer because the antecedent is the "tall man". This is a singular noun. Man also tells us it will refer to the pronouns denoting a male gender, in this case "his". Therefore, "The tall man wore a big yellow hat on his head." is correct.
If you mean 'starting with five dollars' then it is a gerund phrase