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I'm not certain precisely what problem you are encountering... You can create an application in TeleFlow Designer that goes to the Place Call step, and the TeleFlow Simulator will simulate an outbound call.
If you are using the Outbound example application in TeleFlow, you will need to modify it so it has a reason to go to Place Call. (It has a query that runs against a table named "callout". That table would need to exist and be populated with at least one row of data in it.)
As an experiment, you could create an application that goes to Place Call without checking a database or anything, and when the call is answered, runs your application's call content (eg. plays prompts, etc). You can run that in TeleFlow Simulator to see this working before going back to determining or developing the call flow to handle rules such as what times of day it is ok to call, or when to call and why.
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