Real Madrid’s Champions League aura took another hit as a goalkeeping miracle from Benfica’s Anatoliy Trubin condemned the Spanish giants to the play-offs following a chaotic 4-2 defeat in Lisbon.

Jose Mourinho delivered yet another dose of pain to his former club as Benfica snatched a dramatic late lifeline, sealing a knockout-stage play-off spot in one of the most astonishing finishes in recent European history.

Needing one more goal to leapfrog Marseille, Trubin bizarrely became Benfica’s saviour, rising to meet Fredrik Aursnes’ free-kick with a diving header in the 98th minute to send the Estadio da Luz into delirium.

Madrid had flirted with danger early, as Thibaut Courtois tipped Gianluca Prestianni’s effort onto the bar before Heorhii Sudakov rattled the woodwork, yet it was Carlo Ancelotti’s men who struck first after half an hour.

Raul Asencio’s delivery allowed Kylian Mbappe to power home his 12th Champions League goal of the campaign, the highest tally by any player in the competition’s league phase.

Benfica responded swiftly, with Andreas Schjelderup heading in from Vangelis Pavlidis’ cross before Pavlidis himself converted from the spot just before half-time after Aurelien Tchouameni felled Nicolas Otamendi.

The nightmare deepened when Pavlidis turned provider for Schjelderup to smash past Courtois, though Mbappe briefly reignited hope with a first-time finish from Arda Guler’s cutback.

Late drama followed as Courtois denied Leandro Barreiro, Trubin thwarted Mbappe, and Madrid imploded, Raul Asencio and Rodrygo both seeing red in stoppage time as Benfica’s keeper sealed immortality and left Madrid bracing for a brutal play-off showdown.