However, Rangers' second-placed finish in their group made them one of the top four teams in that season's tournament – their highest ever finish in the Champions League and equalling their 1959–60 run to the semi-finals in its predecessor format of the competition, the European Cup. In 1999–2000 under Dick Advocaat, the club had assembled a talented, cosmopolitan squad containing several Dutchmen and other internationals, at huge expense. They eliminated UEFA Cup holders Parma in the Champions League qualifying round, only to be drawn in a group containing two more of Europe's strongest teams: Bayern Munich were the 1999 runners-up, while Valencia were destined to be the 2000 runners-up, and those two clubs met in the 2001 final. Despite that quality of opposition, Rangers came close to eliminating Bayern, and after falling into the UEFA Cup, lost to Borussia Dortmund only via a last-minute goal and a penalty shootout. In the following campaign, they seemed poised to progress after beating Sturm Graz and Monaco in the first two rounds of group fixtures, only to collect just two more points and again finish third, with German opposition (Kaiserslautern) again swiftly ending UEFA Cup hopes. In 2001–02, Rangers quickly dropped into the secondary competition and survived a late missed penalty to overcome Paris Saint-Germain (whose team included future Ballon d'Or winner Ronaldinho and Mikel Arteta who would soon move to Glasgow); they were knocked out by the eventual winners Feyenoord, inspired by former Celtic striker Pierre van Hooijdonk. By that time Alex McLeish had taken over from Advocaat, heralding an era of less lavish spending as the failures to succeed in Europe despite the heavy investment translated as worrying figures on Rangers' financial reports; this debt would later have dire consequences for the club, although in the short and medium term more domestic honours were won. Rangers became the first Scottish club to qualify from both the Champions League group stage in 2005–06 and the UEFA Cup group stage in 2006–07. Over a quarter of a century after their first appearance in the competition, Rangers reached the 2008 UEFA Cup Final. They played Russian side Zenit Saint Petersburg at the City of Manchester Stadium, but lost 2–0 after an exhausting season of football: aiming for four trophies, Rangers ultimately ended up with only two – the League Cup and Scottish Cup. The Manchester final saw a huge number of Rangers supporters make the short journey from Scotland, but the event was marred by serious disorder at one of the city's main 'fan zones' after the screen showing the match failed to function.