Despite being in red-hot domestic form, the Brazilians lost 2-1 to Petro de Luanda.
Masandawana took the lead through Lyle Lakay in the sixth minute, but lost their advantage 10 minutes later when Tiago Azulao scored an equaliser.
The Angolans took the lead in first half injury time through Yano.
The second leg clash is scheduled to take place at the FNB Stadium on Saturday, 23 April at 18:00.
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