AC Milan avoided being eliminated in a preliminary round in Europe for the first time on Thursday by equalising with a penalty in the last seconds of extra time and then winning a 24-kick shootout 9-8.

The seven-times European champions trailed going into added time in extra time but Toni Borevkovic handled in the penalty area, earning his second yellow card and Hakan Calhanoglu converted from the spot to give Milan a 2-2 draw and set up an agonising shootout.

“You can’t win without suffering,” said Milan manager Stefano Pioli.

Elsewhere, former European champions Red Star Belgrade, Celtic and PSV Eindhoven all advanced with away victories.

Tottenham romped to a 7-2 victory over Maccabi Haifa, Granada, competing in Europe for the first time, won 3-1 in Malmo but Basel let in three goals in the last 18 minutes and lost 3-1 at home to CSKA Sofia while Bundesliga club Wolfsburg also blew a lead and went down 2-1 to AEK in Athens.

In Athens, Swiss striker Adir Mehmedi gave Wolfsburg the lead in first-half stoppage time but Portuguese midfielder Andre Simoes replied after 64 minutes and Iranian attacker Karim Ansarifard hit the winner four minutes into added time