Raul Jimenez made his long-awaited return from injury as Wolves fell to a 1-0 pre-season friendly defeat at League One side Crewe Alexandra.
The Mexican striker, 30, had not played since he suffered a fractured skull at Arsenal on 29 November.
Wearing protective headgear, Jimenez struck the bar with a free-kick before being replaced by Patrick Cutrone.
Chris Long scored the winner at Gresty Road as Bruno Lage's reign as Wolves boss began in disappointing fashion.
Jimenez was cleared to return in May, but Wolves decided not to risk him for the final game of the season against Manchester United.