Liverpool lost 2-1 to Brondby in a pre-season friendly in Denmark, where Ferhan Hasani netted a stoppage-time winner.
Martin Kelly, Dan Agger, Lucas, Suso, Philippe Coutinho and Fabio Borini took their places in an experimental starting XI named by Brendan Rodgers.
But the visitors were stunned on 24 minutes when Brondby took the lead through Christian Norgaard. Young defender Kevin Stewart came on for the injured Tiago Ilori, and his first taste of the action was to scuff a clearance straight to Danish Under-21 international Norgaard, who curled home a superb right-footed strike from 20 yards.
Coutinho was the standout player for Liverpool in the first half and went close with a curling 20-yard strike that whistled inches wide of the upright.
Brondby took their lead into the interval, which Rodgers used to make a host of changes, sending on the likes of Joe Allen, Martin Skrtel, Andre Wisdom, Jon Flanagan, Jordon Ibe and Kristoffer Peterson.
The changes made an immediate impact as Liverpool were level on 48 minutes, when Ibe went on a surging down the left flank after a clever dummy before pulling the ball back to Peterson, who tapped in from close range following a parry from the goalkeeper.
Ibe continued to impress throughout the second half and was a constant threat, while Skrtel read the game well at the back and made some decisive clearances.
Brondby twice went close to taking the lead as the half went on, hitting the crossbar through 25-yard free-kicks from Riza Durmisi and Hasani.
But Hasani showed great strength to score a stoppage-time winner, outmuscling Ibe and jinking past three Liverpool defenders before smashing a fierce right-footed shot into the roof of the net.
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