Another huge setback for Rangers
Rangers hit the post twice in the opening half but the only goal of the game came in the 27th minute. Luis Felipe set up Leo Lima for a shot that Klos could only parry and Gustavo Manduca was first to the loose ball to apply the finish.
Meanwhile, Millwall face an extremely difficult task to qualify for the group stages after a late free-kick from Peter Lipcsei gave Hungarian champions Ferencvaros an undeserved 1-1 draw at The Den. Millwall, playing their first-ever competitive European match, dominated for most of the game, but a lack of quality in decisive areas of the pitch cost them dearly.