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It appears that changing the 'Combine JavaScript output into file' option in project properties does not cause the project system to believe that the project needs a full rebuild. This led to confusion with this situation:
Project:
a.ts
stuff/b.ts
Build, now a.js exists at the root of your project. Now turn on 'Combine JavaScript output into file' and choose a.js as the name of the target file. Build again and the project will think it's up to date, a.js will not contain the results of compiling b.ts. If you manually do a clean/(re)build then a.js will have the right stuff in it.