Public bug reported:

Running sudo dpkg --configure -a returns the following

Setting up linux-image-5.4.0-99-generic (5.4.0-99.112) ...
Processing triggers for linux-image-5.4.0-99-generic (5.4.0-99.112) ...
/etc/kernel/postinst.d/initramfs-tools:
update-initramfs: Generating /boot/initrd.img-5.4.0-99-generic
/etc/kernel/postinst.d/zz-update-grub:
Sourcing file `/etc/default/grub'
Sourcing file `/etc/default/grub.d/init-select.cfg'
Generating grub configuration file ...
Found background image: Methane_Rose_B_by_skamradt.jpg
Found linux image: /boot/vmlinuz-5.13.0-28-generic
Found initrd image: /boot/initrd.img-5.13.0-28-generic
Found linux image: /boot/vmlinuz-5.13.0-27-generic
Found initrd image: /boot/initrd.img-5.13.0-27-generic
Found linux image: /boot/vmlinuz-5.4.0-99-generic
Found initrd image: /boot/initrd.img-5.4.0-99-generic
/etc/grub.d/30_os-prober: 39: Syntax error: "fi" unexpected (expecting "then")
run-parts: /etc/kernel/postinst.d/zz-update-grub exited with return code 2
dpkg: error processing package linux-image-5.4.0-99-generic (--configure):
 installed linux-image-5.4.0-99-generic package post-installation script 
subprocess returned error exit status 1
Errors were encountered while processing:
 linux-image-5.4.0-99-generic

ProblemType: Package
DistroRelease: Ubuntu 20.04
Package: linux-image-5.4.0-99-generic 5.4.0-99.112
ProcVersionSignature: Ubuntu 5.13.0-28.31~20.04.1-generic 5.13.19
Uname: Linux 5.13.0-28-generic x86_64
ApportVersion: 2.20.11-0ubuntu27.21
AptOrdering:
 linux-generic-hwe-18.04:amd64: Install
 linux-libc-dev:amd64: Install
 NULL: ConfigurePending
Architecture: amd64
AudioDevicesInUse:
 USER        PID ACCESS COMMAND
 /dev/snd/controlC1:  jeff      12206 F.... pulseaudio
 /dev/snd/pcmC1D0p:   jeff      12206 F...m pulseaudio
 /dev/snd/controlC0:  jeff      12206 F.... pulseaudio
CasperMD5CheckResult: skip
Date: Mon Feb  7 14:01:26 2022
DpkgHistoryLog:
 Start-Date: 2022-02-07  14:00:51
 Requested-By: jeff (1000)
 Upgrade: linux-libc-dev:amd64 (5.4.0-97.110, 5.4.0-99.112), 
linux-generic-hwe-18.04:amd64 (5.4.0.97.101, 5.4.0.99.103)
ErrorMessage: installed linux-image-5.4.0-99-generic package post-installation 
script subprocess returned error exit status 1
MachineType: Dell Inc. Inspiron 5575
ProcFB: 0 amdgpudrmfb
ProcKernelCmdLine: BOOT_IMAGE=/boot/vmlinuz-5.13.0-28-generic 
root=UUID=b91e31b8-e61f-4428-afa9-5ff99f9abadc ro quiet splash idle=nomwait 
acpi_backlight=vendor
PulseList: Error: command ['pacmd', 'list'] failed with exit code 1: No 
PulseAudio daemon running, or not running as session daemon.
Python3Details: /usr/bin/python3.8, Python 3.8.10, python3-minimal, 
3.8.2-0ubuntu2
PythonDetails: /usr/bin/python3.8, Python 3.8.10, python-is-python3, 3.8.2-4
RelatedPackageVersions: grub-pc N/A
SourcePackage: linux-signed
Title: package linux-image-5.4.0-99-generic 5.4.0-99.112 failed to 
install/upgrade: run-parts: /etc/kernel/postinst.d/zz-update-grub exited with 
return code 2
UpgradeStatus: No upgrade log present (probably fresh install)
dmi.bios.date: 10/31/2019
dmi.bios.release: 5.3
dmi.bios.vendor: Dell Inc.
dmi.bios.version: 1.3.3
dmi.board.asset.tag: not specified
dmi.board.name: 0M0Y6P
dmi.board.vendor: Dell Inc.
dmi.board.version: X01
dmi.chassis.type: 10
dmi.chassis.vendor: Dell Inc.
dmi.chassis.version: 1.3.3
dmi.modalias: 
dmi:bvnDellInc.:bvr1.3.3:bd10/31/2019:br5.3:svnDellInc.:pnInspiron5575:pvr1.3.3:rvnDellInc.:rn0M0Y6P:rvrX01:cvnDellInc.:ct10:cvr1.3.3:sku0812:
dmi.product.family: Inspiron
dmi.product.name: Inspiron 5575
dmi.product.sku: 0812
dmi.product.version: 1.3.3
dmi.sys.vendor: Dell Inc.

** Affects: linux-signed (Ubuntu)
     Importance: Undecided
         Status: New


** Tags: amd64 apport-package focal need-duplicate-check

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https://bugs.launchpad.net/bugs/1960565

Title:
  package linux-image-5.4.0-99-generic 5.4.0-99.112 failed to
  install/upgrade

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