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The draw for the Champions League play-off round took place in Switzerland on Friday with seven-times champions AC Milan handed a tricky tie against PSV Eindhoven.

The Dutch side, now led by former Barcelona midfielder Phillip Cocu, have recently boosted their ranks with the signings of defender Jeffrey Bruma and Park Ji-Sung while the Rossoneris are reportedly continuing their efforts to try and lure either Japan’s Keisuke Honda or Fiorentina playmaker Adem Ljajic.

Elsewhere, the Gunners of Arsenal, back in the Champions League play-off for the sixth time in eight seasons, will lock horns with Turkish side Fenerbahce while Celtic will face a long journey to Central Asia after they were pitted against Kazakhstan champions Shakhter Karangandy.

The first leg kicks off on August 20.

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