The dispute over the £165m Silver Hill scheme in Winchester moves to the High Court in London today.
Cllr Kim Gottlieb is applying for a judicial review of the decision to allow developer Henderson to propose changes to the development.
He argues that the alterations amounted to a new contract and so should have been put out to tender. The council disagrees.
Planning permission for the development of shops and homes was given last month and work is due to start this spring.
Developers Henderson warned earlier this month that the scheme would be delayed ten years if the judicial review succeeds.
The judicial review is due to last two days.
It was unclear whether the decision will be announced immediately or reserved.
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