My friend was detained at a POE because he tried to re-enter the US while his F1 application was being processed. He said he didn't know he couldn't leave the US while the visa application is pending. Upon the officer's question, he said he is afraid of returning and plans to apply for asylum. He has been on a B-1 in the US before. The B1 was not expired; there was no overstay. He should not be subject to a re-entry bar; but what are his realistic chances to go back to the US on a F1 if opting for voluntary departure?