First Redirect number in your example is the phone 555000, hence you are seeing accordingly whats configured.
Yes it should be originator if you want to display the original calling number. You can try changing that and test.
But there is one issue with this, Sometimes Telco, specially the SIP providers will not route the call if the calling number does not fall in your DID range or the one trusted at their side and they may reject the call.
The behavior you are seeing is definitely because of the configuration of the calling party selection field on the SIP Trunk, test with setting this to originator if it works.
-Terry
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