The defeat capped a miserable few days for the struggling club, who surrendered a 2-1 lead to Barcelona in the final 10 minutes of last weekend’s Liga match to lose 3-2 and remain rooted to the bottom of the standings.
Athletic will play Sporting Gijon in the last eight after Jorge Garcia’s header in added time sent them through at the expense of Real Valladolid.
In the other three quarters, Espanyol face city rivals Barcelona, Mallorca take on Real Betis and holders Valencia play 2007 winners Sevilla.
Gabilondo opened the scoring on five minutes, controlling an attempted clearance and curling the ball over Ricardo Lopez.
They went two up when a low shot from striker Ion Velez skewed off Josetxo and over the stranded Osasuna goalkeeper into the net.
The visitors had a chance to get back into the match when Gabilondo fouled Javier Portillo in the area with around half an hour left but the former Real Madrid striker had his penalty well saved by Athletic keeper Gorka Iraizoz.
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