if he has already received final denial because of tps, that means he was returned to TPS status, and such cases won't go to judge. Now, once the tps expires next year, he will have two options, first is to go to local jurisdiction office and request to reopen the case. This will take his case to court, but the important thing is, such cases are given the least priority, meaning he might have to wait years to even proceed the case. Second option is to reapply at the local asylum office. The clock will start right there, and as of right now , such cases are well ahead in priority. He will be called in for interview, and HEY who knows , not all officers are equal,
Good luck!