The company Articles could require its directors to obey the direction of the autonomous system. And if it doesn't the autonomous system could direct the creation of another corporation with a mandate to sue the non compliant one.
It's a legal interop layer! Now we just need to create a code-generation utility that takes the conceptual source code for the contract and generates legal code that can adequately enforce it... oh, wait...
realistic & efficient, good thought
The DAO isn't constrained to simply giving money to some individual and hoping for the best. Its owners could decide to approve proposals that structure deals in ways that mitigate risk, such as providing funds in tranches and using custodians who are contracted to return unspent money in certain conditions.