It's because of the travel method they were using for Orihime. That gateway is very easily sensed by the worlds effected, so using it made it very easy for Ulquiorra to find her. Ulquiorra explained as much.
And the Soul Society is a rule bound organization, Ulquiorra was expecting that Orihime would be escorted by to low level Soul Reapers, that's the rule.
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