The draw took place yesterday for the group stages of the Uefa Cup and featured four Premier League sides. Portsmouth drew Italian giants AC Milan, who they will welcome to Fratton Park at the end of November.
The group also includes Braga, Heerenveen and Wolfsburg, so Harry Redknapp’s team will fancy their chances of progressing out of the group as well as then pitting their wits against the legendary Serie A side.
Troubled club Spurs were less fortunate, drawing Italian club Udinese, Spartak Moscow, Dinamo Zagreb and NEC Nijmegen. It looks like it will be something of a group of death.
Manchester City are also in a tough group. Mark Hughes’ side face Schalke, Paris St Germain, Racing Santander and Steve McClaren's FC Twente. Elsewhere, Aston Villa were drawn in the same group as Ajax, Slavia Prague and Martin Jol’s high flying Hamburg.