Automator Calendar Alarm/iTunes Help

I have created a Calendar Alarm in Automator to play an internet Radio Station using an iTunes playlist at a specific time. The Automator script works fine and the streaming radio starts and runs perfectly when my laptop is running normally during the day.
Specific sequence:
Get Specified iTunes Items - which is a streaming radio station set up as a playlist
Play iTunes Playlist
Set Computer Volume
Set iTunes Playing
My reason for creating this script is for a Wakeup Radio Alarm. I have my MacBook Pro wake from sleep using the Schedule facility in Energy Saver 5 minutes before the radio alarm is due to start. No problems, the laptop wakes from sleep mode.
But when the Calendar Alarm script activates I then get an unhelpful error message saying “The action "Get Specified iTunes Items" encountered an error. Check the action’s properties and try running the workflow again”. No other information is provided.
Then when I switch to iTunes I receive a message saying “iTunes is running in safe mode. Visual plug-ins you have installed have been temporarily disabled.” I have not added any plug-ins to iTunes.
After cancelling the 2 error messages from the above, opening the Calendar Alarm script now with Automator and running it produces no errors whatsoever and the radio station starts playing.
Any ideas please?
Rob

Trust this is what you call the script.
And as stated in my original post this is the log from running this app in Automator:
It runs fine like this and the radio station plays but NOT after waking my MacBook from sleep mode as explained in my original post.
Rob

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I like your thinking el-loco! And thanks to au-N97 and radical 24 for taking it a stage further.
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Sorry about the examples I used in my original post, by the way – I was only trying to get the point across. Fundamentally, I see the issue as follows:
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Layer 0
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Layer 1
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Layer2
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Layer3
Adding synchronising options to allow time and non-time specific reminders to be handled differently. No switchover workaround would be necessary. Resolving the erratic operation of the Home screen list would add maximum value.
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