The last time they saw each other was roughly a decade ago.

He was among America’s most successful entertainers, and her mentor.

She was a former young Temple University staff member who said he took advantage of his counseling role, gave her pills and sexually assaulted her in his home outside Philadelphia in 2004.

The setting for their last encounter was a deposition in a Philadelphia hotel, one that would ultimately lead to an out-of-court settlement in 2006 in a civil suit filed against Bill Cosby by his former mentee, Andrea Constand.

On Tuesday, Mr. Cosby and Ms. Constand may well see each other again, this time at a pretrial hearing in a Pennsylvania courthouse where Mr. Cosby, 78, is facing criminal charges filed by prosecutors who say the 2004 encounter was a case of criminal sexual assault.